IUPAC-NIST Solubility Database
NIST Standard Reference Database 106

Glass Ball as Bullet Solubility System: Acetonitrile with Esters
Components:
   (1) Esters; C24H48O2, C26H52O2, C28H56O2, C30H60O2 and C32H64O2; []  NIST Chemistry WebBook for detail
   (2) Acetonitrile; C2H3N; [75-05-8]  NIST Chemistry WebBook for detail
Original Measurements:
   Schmid, H.H.O.; Mangold, H.K.; Lundberg, W.O., Microchem. J. 9, 134 (1965).

 Variables:
   Temperature = 377 K to 424 K

 Prepared By:
   Valerii P. Sazonov

 Experimental Data:   (Notes on the Nomenclature)
  
Upper critical solution temperatures of the binary systems acetonitrile (1) + ester (2)
t/°CT/KChemical Name
104.0377.2Hexadecyl octanoate; C24H48O2; [29710-31-4]
104.5377.7Octyl hexadecanoate; C24H48O2; [16958-85-3]
118.0391.2Decyl hexadecanoate; C26H52O2; [42232-27-9]
118.0391.2Hexadecyl decanoate; C26H52O2; [29710-34-7]
130.0403.2Dodecyl hexadecanoate; C28H56O2; [42232-29-1]
130.0403.2Hexadecyl dodecanoate; C28H56O2; [20834-06-4]
140.5413.7Tetradecyl hexadecanoate; C30H60O2; [4536-26-9]
140.5413.7Hexadecyl tetradecanoate; C30H60O2; [2599-01-1]
150.5423.7Hexadecyl hexadecanoate; C32H64O2; [540-10-3]
 Method/Apparatus/Procedure:
   The synthetic method was used. A Reichert microscope, type RCH, equipped with a heating stage was used as described elsewhere.1 The disappearance and reappearance of the interface between (1) and (2) could be observed without difficulty.

 Source and Purity of Materials:
   (1) Baker Chemical Co.; reagent, No. 9011; n(20 °C, D) = 1.3445, d(20 °C, 4 °C) = 0.780.
   (2) Synthesized by transesterification of methyl esters and acetates using sodium methanoate as catalyst; purified by gas-liquid partition and thin-layer adsorption chromatography.

 Estimated Errors:

   Temperature: ± 0.5 K.

 References:
   1. H. H. O. Schmid, H. K. Mangold, and W. O. Lundberg, J. Am. Oil Chem. Soc. 42, 372 (1965).